A street lined with historic buildings, including a Morgan House restaurant.

Lee Hotel Guide - Family Friendly Hotels in Lee, Massachusetts

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Check availability on Lee Family Friendly Hotels

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Lee family-friendly hotels

1. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
  • Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
€130
includes taxes & fees
9 Sept - 10 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel

2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cosy rooms—all nestled near Ski Butternut.
€188
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
€121
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
  • Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
€110
includes taxes & fees
30 Aug - 31 Aug
Best Western Plus Berkshire Hills Inn & Suites

5. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
€123
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG

6. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
€127
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

7. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
  • Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cots in immaculately clean rooms.
€76
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires

8. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
  • Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
€65
includes taxes & fees
7 Sept - 8 Sept
Econo Lodge Lee - Great Barrington

9. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
€60
includes taxes & fees
18 Aug - 19 Aug
FairBridge Inn Express

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
€205
includes taxes & fees
23 Aug - 24 Aug
Element by Marriott Lenox Berkshires
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Choose what matters most at family-friendly hotels in Lee

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Lee

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
€130
includes taxes & fees
9 Sept - 10 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
€121
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
€65
includes taxes & fees
7 Sept - 8 Sept
Econo Lodge Lee - Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
€110
includes taxes & fees
30 Aug - 31 Aug
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
€127
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
€76
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
€188
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
€205
includes taxes & fees
23 Aug - 24 Aug
Element by Marriott Lenox Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
€123
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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Family-friendly hotels with pools in Lee

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
€121
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
€127
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
€188
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
€123
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
€205
includes taxes & fees
23 Aug - 24 Aug
Element by Marriott Lenox Berkshires

Historic Stockbridge Villa on 25 acres

Historic Stockbridge Villa on 25 acres
Stockbridge
Historic Stockbridge Villa on 25 acres
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lee Hotel Reviews

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Love that it is so close to the turnpike. But never notice any noise. Also real close to a Dunkin, and Shell gas. Very convenient!"
Chris 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

8/10 Good
"It was fine. Not a luxury place, but the room was clean and everything worked ok."
Mark 1-night trip
Posted 2 days ago
Econo Lodge Lee - Great Barrington
Sunset Inn

Sunset Inn

8/10 Good
"The room was very small. The microwave didn't work; it was replaced with another microwave that only worked once. The room wasn't cleaned the 2nd morning; the manager brought new towels and asked whether I wanted the bed made. The staff was very accommodating."
Myrna 2-night trip
Posted 2 days ago
Sunset Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"For a non-chain hotel, I was pleasantly surprised. Clean and comfortable. But definitely a B- C+ place which was perfect for a quick stay."
Susan 1-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Devonfield Inn B&B

Devonfield Inn B&B

8/10 Good
"The owners are so nice!!! Tha property is beautiful and the people that play the piano and sing during the day is the most relaxing and incredible experience!!!!"
Liliana 2-night trip
Posted 8 days ago
Devonfield Inn B&B

Frequently asked questions

What's Lee like for family-friendly holidays?
The destination of Lee is a great choice if you've been thinking about a holiday with your children. The lake views, museums and libraries are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 23.7 mi (38.2 km) from the city centre.
What's the best family accommodation in Lee?
The Black Swan Lee - Lenox, an Ascend Collection Hotel is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Econo Lodge Lee - Great Barrington is another good option for your family trip.
When's the best time to book a family-friendly holiday in Lee?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Lee are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Lee?
While you are holidaying in Lee, you and the family may want to see some interesting spots such as Animagic Museum of Animation and Berkshire Mountain Country Store. Make sure that you have lots of time for activities such as Lee Premium Outlets and Lee Library.